Leila Na Pali Sunset Dinner Sail
Overview
Available languages
5 hours
Mobile ticket
Let us wine & dine you as we sail off into the sunset along Kauai’s spectacular Napali Coast. Enjoy appetizers, craft beer, wine, and Koloa Rum Mai-Tais aboard our sleek and spacious sailing catamaran, Leila. Your captain will share legends and stories of this sacred and historical coast as we bask in the glory of her 4000’ cliffs, emerald valleys, sparkling waterfalls, secluded beaches, and majestic wildlife including Hawaiian spinner dolphins and humpback whales (seasonally, December- April). We’ll serve you a nourishing and delicious meal in the most stunning setting Kauai has to offer. Sailing across the ocean by the power of the wind will ignite your senses and make you feel alive! We’ll raise a toast as the sun falls below the horizon and the afterglow casts warm hues upon the island. Treat your loved ones to the very best on this adventurous-yet-relaxing golden-hour excursion where photo opportunities abound, and treasured memories are made.
Additional Info
Service animals allowed
Not recommended for travelers with spinal injuries
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Passenger Policy
1. This is an adventure. Ocean conditions vary and may be rough. Participation may not be suitable for everyone; boarding of physically challenged individuals is at the captain’s discretion.
2. Not recommended for guests with back, neck, knee, hip, or other joint problems, chronic pain, recent injuries or surgeries, or severe motion sickness. No refunds for seasickness; prevention is best with over-the-counter remedies.
3. No expectant mothers.
4. Children must be 5 years or older.
5. Routes, destinations, and snorkeling are subject to change without notice due to weather and ocean conditions.
6. Cancelled tours are fully refundable or gladly rescheduled.
7. “No shows” or any cancellation within 24-hours of check-in time is subject to a 100% charge of the total fare including tax.
8. We are not responsible for lost, damaged or stolen items.
9. Mobility aids such as canes, walkers, crutches, wheelchairs, etc. are not allowed on board.
10. We do not land on shore.
11. Non-swimmers are not allowed in the water.
12. Full-face snorkel masks are prohibited. Only traditional two-piece masks and snorkels may be used. For safety, please avoid snorkeling within 24 hours after arriving from a flight over 5 hours
13. If you do not have your daily or prescribed medication with you, i.e. inhalers, EpiPens, diabetic medication, you must reschedule your tour for another day.
14. No smoking of any kind, including electronic cigarettes.
15. You should bring your own towels, sunscreen, a light jacket and camera. We will provide everything else.
16. All tours are barefoot. Shoes must be removed before boarding, with orthopedic/diabetic exceptions at the captain’s discretion.
17. Per our liquor license, guests may not bring alcohol. IDs are required for age verification. Intoxicated guests will not be served and may be denied boarding. Alcohol is served only after snorkeling on applicable tours.
18. No coolers or drones/unmanned aircraft are allowed on-board.
19. Spray/aerosol sunscreens are prohibited as a safety hazard. Please use reef-friendly lotion sunscreens instead.
20. Marine toilets clog easily. Only flush human waste and the toilet paper provided.
21. Please use the designated gravel parking lot.
22. All complaints of harassment or assault, and any suspected illegal activity, will be reported to the proper authorities.
23. We reserve the right to refuse service to anyone who does not meet health, safety, or policy requirements.
As a company that puts sustainability at the forefront of goals, we request you bring your own reusable water bottle with you on tour.
Child rates apply to ages 5-12, and adult rates apply to ages 13 and above.
No expectant mothers are permitted to join the tour
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
Mixed green salad, Pasta salad, Teriyaki chicken, Kalua pig & cabbage, stir-friend veggies and tofu, and rice. Dessert too!
See the Napali Coast, amazing marine life, and more!
Mai tais, beer, wine, and soft drinks during the cruise. Sunset champagne toast
Sightseeing cruise on a 50-foot sailing catamaran
The chance to see humpback whales (in season)
Gratuities
Hotel pickup and drop-off
What To Expect
Na Pali Coast State Wilderness Park
See the Incredible Napali Coast— We’re talking 4,000’ cliffs, steep cathedral spires, deep emerald valleys, waterfalls, picture-perfect beaches, sea caves, rock arches, rainbows, goats, dolphins, turtles, sunsets & much more!
Kauai
The Joy of Sailing—Granted there’s wind and conditions allow, we’ll hoist the sails, cut the motors and let the trade winds propel us along the coast. We’ve had Leila rocking up to 18 knots! Boat enthusiasts will appreciate Leila’s smart design and “nice lines.”
Options
Leila Na Pali Sunset Dinner Sail
Reviews
516 reviews
Total reviews and rating from Viator & Tripadvisor
Wonderful Sunset Catamaran Ride
Lori L,
Nov 24, 2025
- Review from Viator
4.00Lots of fun, a very active boat ride. The crew was amazing, and dinner was great! We saw dolphins, whales, and a beautiful sunset!
No wind in our sails - incredible experience
z0rillad,
Nov 23, 2025
- Review from Tripadvisor
4.00Captain Mike and his two person crew of Nichole and John were amazing tour guides. The view was breathtaking on both legs of the trip. The food and drink portion of the program was sufficient and satisfying. The only tiny wrinkle in our experience was the lack of wind which made this experience an amazing boat ride and not a sailing adventure. Would highly recommend the trip and we will look forward to sailing with them in the future.
Beautiful Tour of the Na Pali Coast with Holo Holo Charters
karentX2006XQ,
Nov 22, 2025
- Review from Tripadvisor
5.00We had a wonderful experience on the Holo Holo catamaran with Captain Glen. The 65 foot catamaran accommodated about 40 guests, and the buffet dinner served on our sunset dinner cruise was surprisingly good. I will say, the complimentary (included in the price of the tour) mai tais tasted pretty much like juice. But I'm sure they don't was guests on the boat over indulging on the water. According to our captain, the Kauai waters were unusually calm for late October, which allowed our boat to get closer to the Na Pali coast than is typical. The captain was very professional and experienced and knew a lot about the history of Kauai and Na Pali in particular. The ride was beautiful and we would highly recommend this charter company.
A must experience for scenery, sunset and sail!
Craig B,
Nov 22, 2025
- Review from Viator
5.00Sailing the Napili coast and Sunset what could be better than that! A little rough water, maybe because its Winter so I suggest taking dramamine, a patch or something like a Ginger chewable for sea sickness. We saw a whale and dolphins . The food and crew are fantastic and I highly recommend this experience!
Be prepared for extreme...
Carlee G,
Nov 21, 2025
- Review from Viator
4.00Be prepared for extreme wind . Hair should be pulled back, no hats. Also, be prepared for rough waves. The trip was great, it’s not for the weak.
Napali Coast dinner cruise.
C5791ZDrichardj,
Nov 16, 2025
- Review from Tripadvisor
5.00Got lucky as it was a picture perfect day in November. Captain Nate, mates Selma and Noah were very attentive and friendly. We highly recommend.
Riding the waves & getting wet
pennyas2025,
Oct 23, 2025
- Review from Tripadvisor
4.00More like a speedboat ride than a sail. Nice crew. Bring a waterproof jacket, wear non-cotton clothes so they dry because you will get soaked! Food & drinks good. Napali coast spectacular.
Great views
spg2023x,
Oct 21, 2025
- Review from Tripadvisor
4.00Tour provided great views of the stunning Na Pali coast. It was a rough ride in parts; even for those who don't typically get motion sick. Crew provided great support, lovely drinks and food. They were knowledgeable about the geological information of the area.
Unforgettable Na Pali Sunset Adventure with Holo Holo Charters
Joseph S,
Oct 12, 2025
- Review from Viator
5.00Our Leila Na Pali sunset cruise with Holo Holo Charters was absolutely incredible! Captain Kevin and crew members Jess and John made the entire experience fun, safe, and unforgettable. We were lucky enough to come across a large pod of dolphins, which was such a magical moment. The views of the Na Pali coastline were breathtaking, and we met some amazing people along the way. The evening ended perfectly with a picture-perfect sunset that looked straight out of a postcard. The food was delicious, and the drinks kept flowing, keeping everyone happy and refreshed. This cruise truly exceeded all expectations — highly recommend!
Informative tour....
Jim K,
Oct 11, 2025
- Review from Viator
5.00Informative tour. Beautiful views of the coast. Varied by day, based on weather, but the crew works hard to give you the best experience. Food was excellent & drinks plentiful!
From US$263.82
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Operated by Holo Holo Charters, Inc.